Issue 3, 2016

The design of a readily attachable and cleavable molecular scaffold for ortho-selective C–H alkenylation of arene alcohols

Abstract

We describe herein the design of a novel molecular scaffold that can induce facile oxidative olefinations when attached to alcohols. Benzylic, homo-, and bishomobenzylic alcohols are utilized. The scaffold can act as a protecting group for the alcohol in other transformations, and it is recoverable in excellent yield. The overall sequence can also be telescoped without purifications of intermediates, representing a net alcohol-based directed ortho-alkenylation.

Graphical abstract: The design of a readily attachable and cleavable molecular scaffold for ortho-selective C–H alkenylation of arene alcohols

Supplementary files

Article information

Article type
Edge Article
Submitted
18 Oct 2015
Accepted
12 Dec 2015
First published
14 Dec 2015
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2016,7, 1982-1987

Author version available

The design of a readily attachable and cleavable molecular scaffold for ortho-selective C–H alkenylation of arene alcohols

B. J. Knight, J. O. Rothbaum and E. M. Ferreira, Chem. Sci., 2016, 7, 1982 DOI: 10.1039/C5SC03948G

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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